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1175960 
Journal Article 
Hydration reactions of phosphorylated 1,3-enynes 
Christov, VC; Aladinova, VM; Prodanov, B 
1999 
Phosphorus, Sulfur, and Silicon and the Related Elements
ISSN: 1042-6507
EISSN: 1563-5325 
155 
67-79 
Hydration of the 3-alkene-1-ynephosphonic dimethyl esters 3 in the presence of a mixture of mercuric sulfate and sulfuric acid as a catalyst takes place with addition of water to the triple bond and hydrolysis of the phosphonate group with formation of the 2-oxo-3-alkenephosphonic acids 4, Ketalation of the 3-alkene-1-ynephosphonic dimethyl esters 3 with methanol using as a catalyst a mixture of yellow mercuric oxide, trichloroacetic acid and boron trifluoride etherate and subsequent hydrolysis of the prepared phosphorylated ketals B leads to the 2-oxo-3-alkenephosphonic dimethyl esters 5. Treatment of 3 with water in the presence of concentrated hydrochloric acid yields the 3-alkene-1-ynephosphonic acids 6. 
3-alkene-1-ynephosphonic dimethyl esters; mercuric catalysts; hydration; hydrolysis; 2-oxo-3-alkenephosphonic acids; ketalation; 2-oxo-3-alkenephosphonic dimethyl esters; 3-alkene-1-ynephosphonic acids 
• Methanol (Non-Cancer)
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